It’s been a doozy of a winter so far, and there are no signs that the temps are suddenly going to increase. You’ve got a long few months to go before you get warm again….unless you happen to win the Cayman Island’s new contest. The lucky winner will receive a trip for four, including air and hotel, to the tropical Cayman Islands.

The winner and friends will stay at the Grand Cayman Marriott Beach Resort on Seven Mile Beach, and will receive a free boat and snorkel trip to Stingray City, where they’ll swim with massive stingrays.

To enter, you’ll need to upload your best photo that shows one of your coldest winter moments. Upload it by March 1 and encourage all your friends to vote for you. The ten entries with the most votes will move on to the final judging, and a winner will be announced by March 10. You must be 18 or older and a resident of the US to enter and travel must take place by December 31, 2011.

Of course, for many people, the worst of winter will be over by March 10. So maybe the contest won’t help you escape the cold right away, at least not in the most literal sense. But maybe the thought of a Cayman Islands vacation – especially a free one – will warm your heart just a bit.

The winner of the prize will receive round-trip airfare for four people to Dulles Airport, a seven-day Enterprise hybrid car rental, six nights of lodging at stops on the Blue Ridge Parkway and several great activities along the way. The winner and family will have the chance to explore the Luray Caverns and the Mill Mountain Zoo, and to go canoeing, kayaking, mountain biking, or rock climbing. They’ll enjoy ice cream at the Split Banana, dinner at Shenandoah Pizza and a picnic at Peaks of Otter plus much more as they explore this beautiful area of Virginia.

To enter, just fill out the online form. The winner must be 21 years old and a resident of US. The winner will be selected on November 10, 2010 and travel must take place between November 15, 2010 and October 31, 2011.

One of the most difficult parts of travel is visiting a less-developed country, seeing a need, and wishing there was something you can do to help fill it. So four travel bloggers from the Seattle area got together and decided to raise some money and put it to use on a particular project. This year, that project is building a school in Cambodia, and they’ve been joined by over 50 additional travel writers, bloggers and travel websites in raising the funds.

The effort, dubbed “Passports with Purpose” started with a goal to raise $13,000 by December 21. But they weren’t just asking for donations out of the goodness of your heart – those who contribute will be entered to win in drawings for some pretty cool prizes like Flip cameras, Shutterfly gift cards, travel gear, and even free stays at hotels around the world. Each entry costs $10 and you can enter to win the drawing for the prize of your choice. Each prize will be valued at $75 or more.

As of yesterday, the group met their $13,000 goal, but rather than stop there they’ve decided to go even bigger. Now they’ll try to raise an additional $13,000 to staff the school with a nurse, install a water filer, and plant a vegetable garden.

The deadline to donate and win a prize closes December 21 and winners will be announced on January 5. All proceeds from the entries will go directly to American Assistance for Cambodia, an independent nonprofit organization formed in 1993, which works with the Cambodian government to build school in rural villages.

San Antonio is celebrating 15 days of holiday giving by giving away 15 great trips to explore San Antonio. The contest started December 1, but there are still 12 more days to win a prize package for a trip to the city.

Each day, a different themed trip will be awarded. Each trip includes a three-night stay at a different San Antonio hotel, plus activities and extras like spa treatments, cooking classes, meals, gift cards, horse-drawn carriage rides, magazine subscriptions and rounds of golf.

For example, December 9th’s prize is a three-night stay at the Omni La Mansion del Rio on the Riverwalk, a $500 VISA gift card, dinner at Biga on the Banks, and a day at Enchanted Springs Ranch and Natural Bridge Caverns.

For every entry, the San Antonio CVB will donate $1 (up to $10,000) to the Boys and Girls Clubs of San Antonio. To win, all you need to do is enter using the online form. Entrants must be 21 years of age or older and be residents of the US. Winners will be notified by email within five days of the prize drawing and will have ten days to claim their prize.

New Moon comes out in theaters tomorrow, and to capitalize on the excitement, Washington State is offering a New Moon themed package to one lucky winner as part of its “Experience More” giveaway. Each month from November to April, one grand prize and one mini-prize will be awarded.

The grand prize for November is two nights at the Quileute Oceanside Resort, located near La Push Beach (featured in the Twilight books), in a luxury oceanfront cabin with a Jacuzzi tub and fireplace. The package continues with one night at the Red Lion Hotel in Port Angeles, two Twilight Tour tickets, and a complimentary fire permit and bundle of wood for a fire on First Beach.

A second prize includes a night at the Red Lion in Port Angeles and a kayak excursion on the Olympic Peninsula. Other prizes offered over the next few months include adventures in Leavenworth, Seattle, and Yakima Valley’s wine country.

To enter, just fill out the online form by April 18, 2010. Entrants must be 18 years old and residents of the US or Canada.